Kobayashi was born in Amagasaki, near Kobe. His father owns a sushi restaurant. He began his career in motorsport in 1996 when he was nine years old, finishing third in his first season of karting in the SL Takarazuka Tournament Cadet Class. During the following seven years, Kobayashi took four karting titles, winning the Toyota SL All Japan Tournament Cadet Class series twice.
In 2004, he signed for Toyota's Driver Academy and soon began his career in open wheel racing. His next step was Formula Renault, entering the Asian, German, Italian and Dutch championships and taking two race victories in the Italian championship. Kobayashi continued in the Formula Renault class, entering the Italian and European championships and with six wins in both championships, he won both titles.
In 2006, Kobayashi entered the Formula 3 Euro Series with ASM Formule 3 alongside Paul di Resta, Giedo van der Garde and Sebastian Vettel. He took three podium positions in his debut season, coming eighth in the Drivers' Championship and first in the Rookie's Championship. Kobayashi also entered the Macau Grand Prix and the Masters of Formula 3, which are annual Formula Three events. Kobayashi started in 10th place and finished the race a place lower in 11th, while at the Macau Grand Prix, he started the race in pole position but finished in 19th place.

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